US8558007B2ActiveUtilityPatentIndex 61
Polymer and organic light emitting device including polymer
Est. expiryJan 15, 2030(~3.5 yrs left)· nominal 20-yr term from priority
C08G 2261/3241C09K 11/06C09K 2211/1466C08G 61/124C08G 2261/411H05B 33/20C08G 2261/412C08G 61/12H10K 85/342C08G 61/10H10K 85/115H10K 85/151H10K 85/631H10K 50/11H10K 2101/10
61
PatentIndex Score
3
Cited by
19
References
38
Claims
Abstract
A polymer and an organic light-emitting device including the polymer are provided, wherein the polymer comprises a polymeric unit represented by the Formula: In which variables are as defined herein.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1. A polymer comprising a polymeric unit represented by Formula 1 below:
wherein each Ar is independently selected from a substituted or unsubstituted C 6 -C 30 arylene group and a substituted or unsubstituted C 3 -C 30 heteroarylene group;
a is an integer ranging from 1 to about 3;
each of R 1 to R 14 and R 21 to R 27 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a group represented by —N(Q 1 )(Q 2 ), and a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), wherein each of Q 1 to Q 5 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 3 -C 30 heteroaryl group;
n is an integer ranging from 1 to about 5; and
each “*” indicates a point of attachment to the same or a different polymeric unit represented by Formula 1.
2. The polymer of claim 1 , wherein Ar is selected from a substituted or unsubstituted phenylene group, a substituted or unsubstituted pentalenylene group, a substituted or unsubstituted indenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted azulenylene group, a substituted or unsubstituted heptalenylene group, a substituted or unsubstituted indacenylene group, a substituted or unsubstituted acenaphthylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenalenylene group, a substituted or unsubstituted phenanthrenylene group, a substituted or unsubstituted anthracenylene group, a substituted or unsubstituted fluoranthenylene group, a substituted or unsubstituted triphenylenylene group, a substituted or unsubstituted pyrenylenylene group, a substituted or unsubstituted chrysenylene group, a substituted or unsubstituted naphthacenylene group, a substituted or unsubstituted picenylene group, a substituted or unsubstituted perylenylene group, a substituted or unsubstituted pentaphenylene group, a substituted or unsubstituted hexacenylene group, a substituted or unsubstituted pyrrolylene group, a substituted or unsubstituted pyrazolylene group, a substituted or unsubstituted imidazolylene group, a substituted or unsubstituted imidazolinylene group, a substituted or unsubstituted imidazopyridinylene group, a substituted or unsubstituted imidazopyrimidinylene group, a substituted or unsubstituted pyridinylene group, a substituted or unsubstituted pyrazinylene group, a substituted or unsubstituted pyrimidinylene group, a substituted or unsubstituted indolylene group, a substituted or unsubstituted purinylene group, a substituted or unsubstituted quinolinylene group, a substituted or unsubstituted phthalazinylene group, a substituted or unsubstituted indolizinylene group, a substituted or unsubstituted naphthyridinylene group, a substituted or unsubstituted quinazolinylene group, a substituted or unsubstituted cinnolinylene group, a substituted or unsubstituted indazolylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted phenazinylene group, a substituted or unsubstituted phenanthridinylene group, a substituted or unsubstituted pyranylene group, a substituted or unsubstituted chromenylene group, a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted thiophenylene group, a substituted or unsubstituted benzothiophenylene group, a substituted or unsubstituted isothiazolylene group, a substituted or unsubstituted benzoimidazolylene group, and a substituted or unsubstituted isoxazolylene group.
3. The polymer of claim 1 , wherein Ar is selected from a phenylene group, a C 1 -C 10 alkylphenylene group, a di(C 1 -C 10 alkyl)phenylene group, a (C 6 -C 14 aryl)phenylene group, a di(C 6 -C 14 aryl)phenylene group, a carbazolylene group, a C 1 -C 10 alkylcarbazolylene group, a di(C 1 -C 10 alkyl)carbazolylene group, a C 6 -C 14 arylcarbazolylene group, a di(C 6 -C 14 aryl)carbazolylene group, a fluorenylene group, a C 1 -C 10 alkylfluorenylene group, a di(C 1 -C 10 alkyl)fluorenylene group, a (C 6 -C 14 aryl)fluorenylene group, a di(C 6 -C 14 aryl)fluorenylene group, a naphthylene group, a C 1 -C 10 alkylnaphthylene group, a di(C 1 -C 10 alkyl)naphthylene group, a (C 6 -C 14 aryl)naphthylene group, a di(C 6 -C 14 aryl)naphthylene group, an anthrylene group, a C 1 -C 10 alkylanthrylene group, a di(C 1 -C 10 alkyl)anthrylene group, a (C 6 -C 14 aryl)anthrylene group, a di(C 6 -C 14 aryl)anthrylene group, a phenanthrenylene group, a C 1 -C 10 alkylphenanthrenylene group, a di(C 1 -C 10 alkyl)phenanthrenylene group, a (C 6 -C 14 aryl)phenanthrenylene group, a di(C 6 -C 14 aryl)phenanthrenylene group, a pyridinylene group, a C 1 -C 10 alkylpyridinylene group, a di(C 1 -C 10 alkyl)pyridinylene group, a (C 6 -C 14 aryl)pyridinylene group, a di(C 6 -C 14 aryl)pyridinylene group, a quinolinylene group, a C 1 -C 10 alkylquinolinylene group, a di(C 1 -C 10 alkyl)quinolinylene group, a (C 6 -C 14 aryl)quinolinylene group, a di(C 6 -C 14 aryl)quinolinylene group, a benzoimidazolylene group, a C 1 -C 10 alkylbenzoimidazolylene group, a di(C 1 -C 10 alkyl)benzoimidazolylene group, a (C 6 -C 14 aryl)benzoimidazolylene group, a di(C 6 -C 14 aryl)benzoimidazolylene group, an imidazopyridinylene group, a C 1 -C 10 alkylimidazopyridinylene group, a di(C 1 -C 10 alkyl)imidazopyridinylene group, a (C 6 -C 14 aryl)imidazopyridinylene group, a di(C 6 -C 14 aryl)imidazopyridinylene group, an imidazopyrimidinylene group, a C 1 -C 10 alkylimidazopyrimidinylene group, a di(C 1 -C 10 alkyl) imidazopyrimidinylene group, a (C 6 -C 14 aryl)imidazopyrimidinylene group, and a di(C 6 -C 14 aryl)imidazopyrimidinylene group.
4. The polymer of claim 1 , wherein a is 1, 2, or 3.
5. The polymer of claim 1 , wherein, in Formula 1, —(Ar) a — is represented by one of Formulae 2A to 2K below:
wherein each of Z 1 to Z 4 is independently selected from a hydrogen atom, a C 1 -C 10 alkyl group, and a C 6 -C 14 aryl group; p, q, r and s are each independently an integer ranging from 1 to about 8; * indicates a binding site to N of an adjacent carbazole ring in Formula 1; and *′ indicates a binding site to N of another adjacent carbazole ring in Formula 1.
6. The polymer of claim 1 , wherein each of R 1 to R 14 and R 21 to R 27 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 2 -C 10 alkenyl group, a substituted or unsubstituted C 2 -C 10 alkynyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 14 aryl group and a substituted or unsubstituted C 3 -C 14 heteroaryl group.
7. The polymer of claim 1 , wherein each of R 1 to R 2 , R 4 to R 11 , R 13 to R 14 , and R 22 to R 27 is a hydrogen atom; and each of R 3 , R 12 , and R 21 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a group represented by —N(Q 1 )(Q 2 ), and a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), wherein each of Q 1 to Q 5 is independently selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 3 -C 30 heteroaryl group.
8. The polymer of claim 1 , wherein each of R 1 to R 14 and R 22 to R 27 is a hydrogen atom; and R 21 is selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a C 6 -C 14 aryl group, and a C 3 -C 14 heteroaryl group.
9. The polymer of claim 1 , wherein n is 1 or 2.
10. The polymer of claim 1 , wherein the polymeric unit is represented by one of Formulae 1B and 1C below:
wherein each Ar is independently selected from a substituted or unsubstituted C 6 -C 30 arylene group and a substituted or unsubstituted C 3 -C 30 heteroarylene group;
a is 1, 2, or 3;
each of R 3 , R 12 , and R 21 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a group represented by —N(Q 1 )(Q 2 ), and a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), wherein each of Q 1 to Q 5 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 3 -C 30 heteroaryl group.
11. The polymer of claim 10 , wherein, in Formulae 1B and 1C, —(Ar) a — is represented by one of Formulae 2A to 2K below:
wherein each of Z 1 to Z 4 is independently selected from a hydrogen atom, a C 1 -C 10 alkyl group, and a C 6 -C 14 aryl group; each of p, q, r and s is independently an integer ranging from 1 to about 8; * indicates a binding site to N of an adjacent carbazole ring in Formula 1; and *′ indicates a binding site to N of another adjacent carbazole ring in Formula 1.
12. The polymer of claim 10 , wherein, in Formulae 1B and 1C, each of R 3 , R 12 , and R 21 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, a C 6 -C 14 aryl group, and a C 3 -C 14 heteroaryl group.
13. The polymer of claim 10 , wherein, in Formulae 1B and 1C, each of R 3 , R 12 , and R 21 is independently selected from a hydrogen atom, a methyl group, an ethyl group, a linear or branched propyl group, a linear or branched butyl group, a linear or branched pentyl group, a linear or branched hexyl group, a linear or branched heptyl group and a linear or branched octyl group.
14. The polymer of claim 1 , having a weight average molecular weight ranging from about 2,000 to about 1,000,000.
15. The polymer of claim 1 , having bipolar characteristics.
16. An organic light-emitting device comprising a substrate; a first electrode; a second electrode; and a first layer disposed between the first electrode and the second electrode, the first layer comprising the polymer of claim 1 .
17. The organic light emitting device of claim 16 , wherein the first layer is an emission layer, and further comprises a phosphorescent dopant.
18. The organic light emitting device of claim 17 , wherein the phosphorescent dopant comprises an organometallic complex including at least one metal selected from iridium (Ir), platinum (Pt), osmium (Os), rhenium (Re), titanium (Ti), zirconium (Zr), hafnium (Hf), and a combination thereof.
19. The organic light emitting device of claim 17 , wherein the amount of the phosphorescent dopant is in the range of about 1 wt % to about 10 wt %.
20. The organic light emitting device of claim 16 , further comprising, between the first electrode and the second electrode, at least one layer selected from a hole injection layer, a hole transport layer, an emission layer, a hole blocking layer, an electron transport layer, and an electron injection layer.
21. A polymer comprising a polymeric unit represented by Formula 1 below:
wherein each Ar is independently selected from a substituted or unsubstituted pentalenylene group, a substituted or unsubstituted indenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted azulenylene group, a substituted or unsubstituted heptalenylene group, a substituted or unsubstituted indacenylene group, a substituted or unsubstituted acenaphthylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenalenylene group, a substituted or unsubstituted phenanthrenylene group, a substituted or unsubstituted anthracenylene group, a substituted or unsubstituted fluoranthenylene group, a substituted or unsubstituted triphenylenylene group, a substituted or unsubstituted pyrenylenylene group, a substituted or unsubstituted chrysenylene group, a substituted or unsubstituted naphthacenylene group, a substituted or unsubstituted picenylene group, a substituted or unsubstituted perylenylene group, a substituted or unsubstituted pentaphenylene group, a substituted or unsubstituted hexacenylene group, a substituted or unsubstituted pyrrolylene group, a substituted or unsubstituted pyrazolylene group, a substituted or unsubstituted imidazolylene group, a substituted or unsubstituted imidazolinylene group, a substituted or unsubstituted imidazopyridinylene group, a substituted or unsubstituted imidazopyrimidinylene group, a substituted or unsubstituted pyridinylene group, a substituted or unsubstituted pyrazinylene group, a substituted or unsubstituted pyrimidinylene group, a substituted or unsubstituted indolylene group, a substituted or unsubstituted purinylene group, a substituted or unsubstituted quinolinylene group, a substituted or unsubstituted phthalazinylene group, a substituted or unsubstituted indolizinylene group, a substituted or unsubstituted napththyridinylene group, a substituted or unsubstituted quinazolinylene group, a substituted or unsubstituted cinnolinylene group, a substituted or unsubstituted indazolylene group, a substituted or unsubstituted carbzolylene group, a substituted or unsubstituted phenazinylene group, a substituted or unsubstituted phenanthridinylene group, a substituted or unsubstituted pyranylene group, a substituted or unsubstituted chromenylene group, a substituted or unsubstituted pyranylene group, a substituted or unsubstituted chromenylene group, a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted benzothiophenylene group, a substituted or unsubstituted isothiazolylene group, a substituted or unsubstituted benzoimidazolylene group, and a substituted or unsubstituted isoxazolylene group;
a is an integer ranging from 1 to about 3;
each of R 1 , R 2 , R 4 to R 11 , R 13 and R 14 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a group represented by —N(Q 1 )(Q 2 ), and a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), wherein each of Q 1 to Q 5 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 3 -C 30 heteroaryl group;
each of R 3 and R 12 is independently selected from a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, a hydroxyl group, an amino group, a carboxylic acid group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a group represented by —N(Q 1 )(Q 2 ), and a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), wherein each of Q 1 to Q 5 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 3 -C 30 heteroaryl group;
n is 0; and
each “*” indicates a point of attachment to the same or a different polymeric unit represented by Formula 1.
22. The polymer of claim 21 , wherein Ar is selected from a carbazolylene group, a C 1 -C 10 alkylcarbazolylene group, a di(C 1 -C 10 alkyl)carbazolylene group, a C 6 -C 14 arylcarbazolylene group, a di(C 6 -C 14 aryl)carbazolylene group, a fluorenylene group, a C 1 -C 10 arylfluorenylene group, a di(C 1 -C 10 alkyl)fluorenylene group, a (C 6 -C 14 aryl)fluorenylene group, a di(C 6 -C 14 aryl)fluorenylene group, a naphthylene group, a C 1 -C 10 alkylnaphthylene group, a di(C 1 -C 10 alkyl)naphthylene group, a (C 6 -C 14 aryl)naphthylene group, a di(C 6 -C 14 aryl)naphthylene group, an anthrylene group, a C 1 -C 10 alkylanthrylene group, a di(C 1 -C 10 alkyl)anthrylene group, a (C 6 -C 14 aryl)anthrylene group, a di(C 6 -C 14 aryl)anthrylene group, a phenanthrenylene group, a C 1 -C 10 alkylphenanthrenylene group, a di(C 1 -C 10 alkyl)phenanthrenylene group, a (C 6 -C 14 aryl)phenanthrenylene group, a di(C 6 -C 14 aryl)phenanthrenylene group, a pyrindinylene group, a C 1 -C 10 alklpyrindinylene group, a di(C 1 -C 10 alkyl)pyridinylene group, a (C 6 -C 14 aryl)pyridinylene group, a di(C 6 -C 14 aryl)pyridinylene group, a quinolinylene group, a C 1 -C 10 alkylquinolinylene group, a di(C 1 -C 10 alkyl)quinolinylene group, a (C 6 -C 14 aryl)quinolinylene group, a di(C 6 -C 14 aryl)quinolinylene group, a benzoimidazolylene group, a C 1 -C 10 alkylbenzoimidazolylene group, a di(C 1 -C 10 alkyl)benzoimidazolylene group, a (C 6 -C 14 aryl)benzoimidazolylene group, a di(C 6 -C 14 aryl(benzoimidazolylene group, an imidazopyridinylene group, a C 1 -C 10 alkylimidazopyridinylene group, a di(C 1 -C 10 alkyl)imidazopyridinylene group a (C 6 -C 14 aryl)imidazopyridinylene group, a di(C 6 -C 14 aryl)imidazopyridinylene group, an imidazopyrimidinylene group, a C 1 -C 10 alkylimidazopyrimidinylene group, a di(C 1 -C 10 alkyl) imidazopyrimidinylene group, a (C 6 -C 14 aryl)imidazopyrimidinylene group, and a di(C 6 -C 14 aryl)imidaopyrimidinylene group.
23. The polymer of claim 21 , wherein a is 1, 2, or 3.
24. The polymer of claim 21 , wherein, in Formula 1, —(Ar) a — is represented by one of Formulae 2D to 2K below:
wherein each of Z 1 to Z 4 is independently selected from a hydrogen atom, a C 1 -C 10 alkyl group, and a C 6 -C 14 aryl group; p, q, r and s are each independently an integer ranging from 1 to about 8; * indicates a binding site to N of an adjacent carbazole ring in Formula 1; and *′ indicates a binding site to N of another adjacent carbazole ring in Formula 1.
25. The polymer of claim 21 , wherein each of R 1 , R 2 , R 4 to R 11 , R 13 and R 14 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 10 alkyl group, a substituted or unsubstituted C 2 -C 10 alkenyl group, a substituted or unsubstituted C 2 -C 10 alkynyl group, a substituted or unsubstituted C 1 -C 10 alkoxy group, a substituted or unsubstituted C 6 -C 14 aryl group and a substituted or unsubstituted C 3 -C 14 heteroaryl group; and
each of R 3 and R 12 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 2 -C 10 alkenyl group, a substituted or unsubstituted C 2 -C 10 alkynyl group and a substituted or unsubstituted C 3 -C 14 heteroaryl group.
26. The polymer of claim 21 , wherein each of R 1 to R 2 , R 4 to R 11 , R 13 and R 14 is a hydrogen atom; and each of R 3 and R 12 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a group represented by —N(Q 1 (Q 2 ), and a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), wherein each of Q 1 to Q 5 is independently selected from the group consisting of a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 3 -C 30 heteroaryl group.
27. The polymer of claim 21 , wherein each of R 1 to R 14 is a hydrogen atom.
28. The polymer of claim 21 , wherein the polymer unit is represented by one of Formula 1A below:
wherein each Ar is independently selected from a substituted or unsubstituted pentalenylene group, a substituted or unsubstituted indenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted azulenylene group, a substituted or unsubstituted heptalenylene group, a substituted or unsubstituted indacenylene group, a substituted or unsubstituted acenaphthylene group, a substituted or unsubstituted fluorenylene group, a substituted or unsubstituted phenalenylene group, a substituted or unsubstituted phenanthrenylene group, a substituted or unsubstituted anthracenylene group, a substituted or unsubstituted fluoranthenylene group, a substituted or unsubstituted triphenylenylene group, a substituted or unsubstituted pyrenylenylene group, a substituted or unsubstituted chrysenylene group, a substituted or unsubstituted naphthacenylene group, a substituted or unsubstituted picenylene group, a substituted or unsubstituted perylenylene group, a substituted or unsubstituted pentaphenylene group, a substituted or unsubstituted hexacenylene group, a substituted or unsubstituted pyrrolylene group, a substituted or unsubstituted pyrazolylene group, a substituted or unsubstituted imidazolylene group, a substituted or unsubstituted imidazolinylene group, a substituted or unsubstituted imidazopyridinylene group, a substituted or unsubstituted imidazopyrimidinylene group, a substituted or unsubstituted pyridinylene group, a substituted or unsubstituted pyrazinylene group, a substituted or unsubstituted pyrimidinylene group, a substituted or unsubstituted indolylene group, a substituted or unsubstituted purinylene group, a substituted or unsubstituted quinolinylene group, a substituted or unsubstituted phthalazinylene group, a substituted or unsubstituted indolizinylene group, a substituted or unsubstituted naphthyridinylene group, a substituted or unsubstituted quinazolinylene group, a substituted or unsubstituted cinnolinylene group, a substituted or unsubstituted indazolylene group, a substituted or unsubstituted carbazolylene group, a substituted or unsubstituted phenazinylene group, a substituted or unsubstituted phenanthridinylene group, a substituted or unsubstituted pyranylene group, a substituted or unsubstituted chromenylene group, a substituted or unsubstituted benzofuranylene group, a substituted or unsubstituted benzothiophenylene group, a substituted or unsubstituted isothiazolylene group, a substituted or unsubstituted benzoimidazolylene group, and a substituted or unsubstituted isoxazolylene group;
a is 1, 2, or 3;
each of R 3 and R 12 is independently selected from a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, a hydroxyl group, an amino group, a carboxylic acid group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a group represented by —N(Q 1 )(Q 2 ), and a group represented by —Si(Q 3 )(Q 4 )(Q 5 ), wherein each of Q 1 to Q 5 is independently selected from a hydrogen atom, a halogen atom, a hydroxyl group, an amino group, a cyano group, a carboxylic acid group, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 2 -C 30 alkenyl group, a substituted or unsubstituted C 2 -C 30 alkynyl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, and a substituted or unsubstituted C 3 -C 30 heteroaryl group.
29. The polymer of claim 28 , wherein, in Formula 1A, —(Ar) a — is represented by one of Formulae 2D to 2K below:
wherein each of Z 1 to Z 4 is independently selected from a hydrogen atom, a C 1 -C 10 alkyl group, and a C 6 -C 14 aryl group; p, q, r and s are each independently an integer ranging from 1 to about 8; * indicates a binding site to N of an adjacent carbazole ring in Formula 1; and *′ indicates a binding site to N of another adjacent carbazole ring in Formula 1.
30. The polymer of claim 28 , wherein, in Formula 1A, each of R 3 and R 12 is independently selected from a hydrogen atom, a chlorine atom, a bromine atom, a hydroxyl group, an amino group, a carboxylic acid group and a C 3 -C 14 heteroaryl group.
31. The polymer of claim 28 , wherein, in Formula 1A, each of R 3 and R 12 is a hydrogen atom.
32. The polymer of claim 21 , having a weight average molecular weight ranging from about 2,000 to about 1,000,000.
33. The polymer of claim 21 , having bipolar characteristics.
34. An organic light-emitting device comprising a substrate; a first electrode; a second electrode; and a first layer disposed between the first electrode and the second electrode, the first layer comprising the polymer of claim 21 .
35. The organic light emitting device of claim 34 , wherein the first layer is an emission layer, and further comprises a phosphorescent dopant.
36. The organic light emitting device of claim 35 , wherein the phosphorescent dopant comprises an organometallic complex including at least one metal selected from iridium (Ir), platinum (Pt), osmium (Os), rhenium (Re), titanium (Ti), zirconium (Zr), hafnium (Hf), and a combination thereof.
37. The organic light emitting device of claim 35 , wherein the amount of the phosphorescent dopant is in the range of about 1 wt % to about 10 wt %.
38. The organic light emitting device of claim 34 , further comprising, between the first electrode and the second electrode, at least one layer selected from a hole injection layer, a hole transport layer, an emission layer, a hole blocking layer, an electron transport layer, and an electron injection layer.Cited by (0)
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